CAS 83-89-6|Quinacrine Dihydrochloride Dihydrate
Introduction：Basic information about CAS 83-89-6|Quinacrine Dihydrochloride Dihydrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Quinacrine Dihydrochloride Dihydrate | ||
|---|---|---|---|
| CAS Number | 83-89-6 | Molecular Weight | 399.96 |
| Density | 1.156 g/cm3 | Boiling Point | 557.1ºC at 760 mmHg |
| Molecular Formula | C23H30ClN3O | Melting Point | 247-250ºC |
| MSDS | / | Flash Point | 290.7ºC |
Names
| Name | quinacrine |
|---|---|
| Synonym | More Synonyms |
Quinacrine Dihydrochloride Dihydrate BiologicalActivity
| Description | Quinacrine (Acriquine) is an antimalarial and anti-cancer agent. Quinacrine also inhibits human aldehyde oxidase (IC50: 3.3 μM). Quinacrine has affinity for nucleic acids, and stains DNA and RNA in fixed cells (Ex/Em: 436/525 nm)[1][2][3][4][7]. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>Sodium ChannelResearch Areas >>CancerResearch Areas >>InfectionResearch Areas >>Neurological Disease |
| In Vitro | Quinacrine 抑制人和兔醛氧化酶，IC50 分别为 3.3 μM 和 10 μM[2]。 Quinacrine 阻断电压依赖性钠通道 (IC50: 3.3 μM)[3]。 Quinacrine (100 μM) 也是一种 PLA2 抑制剂[4]。 Quinacrine (0-20 μM, 24 h) 抑制 SGC-7901 细胞的生长，并诱导细胞凋亡[7]。 Cell Viability AssayQuinacrine 抑制人和兔醛氧化酶，IC50 分别为 3.3 μM 和 10 μM[2]。 Cell Line: SGC-7901 cell Concentration: 0, 5, 10, 15, 20 μM Incubation Time: 24 h Result: Inhibited cell growth with an IC50 value of 16.18 μM. |
| In Vivo | Quinacrine (3-30 mg/kg，i.p.，每日一次，连续三天) 对甘油诱导的大鼠急性肾损伤具有保护作用[5]。 Quinacrine (2.5-10 mg/kg，i.p.，每天一次，连续八周) 对环孢菌素引起的大鼠肾毒性具有保护作用[6]。 Animal Model: Acute kidney injury rat model[5] Dosage: 3-30 mg/kg Administration: i.p. Result: Attenuated glycerol induced structural and functional changes in kidney. |
| References | [1]. Vogtherr M, et al. Antimalarial drug quinacrine binds to C-terminal helix of cellular prion protein. J Med Chem. 2003 Aug 14;46(17):3563-4. [2]. Pryde DC, et al. Aldehyde oxidase: an enzyme of emerging importance in drug discovery. J Med Chem. 2010 Dec 23;53(24):8441-60. [3]. McNeal ET, et al. [3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs. J Med Chem. 1985 Mar;28(3):381-8. [4]. Caro AA,et al. Role of phospholipase A2 activation and calcium in CYP2E1-dependent toxicity in HepG2 cells. J Biol Chem. 2003 Sep 5;278(36):33866-77. [5]. Al Asmari AK, et al. Protective effect of quinacrine against glycerol-induced acute kidney injury in rats. BMC Nephrol. 2017 Jan 28;18(1):41. [6]. al Khader A, et al. Quinacrine attenuates cyclosporine-induced nephrotoxicity in rats. Transplantation. 1996 Aug 27;62(4):427-35. [7]. Wu X, et al. Quinacrine Inhibits Cell Growth and Induces Apoptosis in Human Gastric Cancer Cell Line SGC-7901. Curr Ther Res Clin Exp. 2012 Feb;73(1-2):52-64. |
Chemical & Physical Properties
| Density | 1.156 g/cm3 |
|---|---|
| Boiling Point | 557.1ºC at 760 mmHg |
| Melting Point | 247-250ºC |
| Molecular Formula | C23H30ClN3O |
| Molecular Weight | 399.96 |
| Flash Point | 290.7ºC |
| Exact Mass | 399.20800 |
| PSA | 37.39000 |
| LogP | 6.04540 |
| InChIKey | GPKJTRJOBQGKQK-UHFFFAOYSA-N |
| SMILES | CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1320 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 239 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 50 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Mammal - cat
- DOSE/DURATION :
- 10 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 75 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 8 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Bird - chicken
- DOSE/DURATION :
- 714 mg/kg
- TOXIC EFFECTS :
- Behavioral - somnolence (general depressed activity) Behavioral - coma Lungs, Thorax, or Respiration - other changes
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intrauterine
- DOSE :
- 13600 ug/kg
- SEX/DURATION :
- female 1 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - uterus, cervix, vagina
- TYPE OF TEST :
- Specific locus test
MUTATION DATA - TYPE OF TEST :
- Unscheduled DNA synthesis
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 1 umol/L
- REFERENCE :
- CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 8,113,1974 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 TOXICOLOGY REVIEW ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI. Volume(issue)/page/year: 5,447,1965
- TYPE OF TEST :
- Unscheduled DNA synthesis
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 1 umol/L
- REFERENCE :
- CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 8,113,1974 *** REVIEWS *** TOXICOLOGY REVIEW 32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975 Volume(issue)/page/year: -,49,1975 TOXICOLOGY REVIEW ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI. Volume(issue)/page/year: 5,447,1965
Safety Information
| Hazard Codes | Xn: Harmful; |
|---|---|
| Risk Phrases | R36/37/38 |
Synonyms
| Quinacrine Dihydrochloride Dihydrate |
| 2-methoxy-6-chloro-9-(1-methyl-4-diethylaminobutylamino)-acridine |
| 2-methoxy-6-(trifluoromethyl)nicotinic acid |
| 2-METHOXY-6-(TRIFLUOROMETHYL)-3-PYRIDINECARBOXYLIC ACID |
